Reference of 15813-08-8,Some common heterocyclic compound, 15813-08-8, name is 5-Bromo-4-methyl-1H-imidazole, molecular formula is C4H5BrN2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
PREPARATION 705-Bromo-1 ,4-dimethyl-1 H-imidazole To a cooled (0 C) suspension of sodium hydride (60% wt / wt in mineral oil, 149 mg, 3.73 mmol, 1.2 eq.) in anhydrous tetrahydrofuran (10 ml_), under an atmosphere of nitrogen, was added a solution of 5-bromo-4-methyl-1 H-imidazole (500 mg, 3.11 mmol) in tetrahydrofuran (5 ml_). The resulting mixture was stirred at room temperature for 30 min before adding methyl iodide (661 mg, 4.66 mmol, 1.5 eq.). The reaction mixture was stirred for 30 min before partitioning between ethyl acetate (100 ml_) and water (20 ml_). The organic phase was dried over magnesium sulphate and the resulting mixture filtered. The filtrate was evaporated under reduced pressure and the resulting residue purified by chromatography on silica gel (40 g) eluting with a gradient of methanol in dichloromethane (0:100 to 5:95) to give the title compound as a clear oil (80 mg, 15%). 1H NMR (400 MHz, CDCI3): delta = 2.10 (s, 3H), 3.59 (s, 3H), 7.53 (s, 1 H)MS: APCI+ m /z = 174, 176 [MH+]
The synthetic route of 15813-08-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; PFIZER INC.; BUNNAGE, Mark, Edward; COOK, Andrew, Simon; CUI, Jingrong, Jean; DACK, Kevin, Neil; DEAL, Judith, Gail; GU, Danlin; HE, Mingying; JOHNSON, Patrick, Stephen; JOHNSON, Ted, William; LE, Phuong, Thi, Quy; PALMER, Cynthia, Louise; SHEN, Hong; WO2011/138751; (2011); A2;,
Imidazole – Wikipedia,
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